GB2301357A - 6-aryl-(methyl-or methylidine)-quinol-2-one derivatives as voltage - Google Patents

6-aryl-(methyl-or methylidine)-quinol-2-one derivatives as voltage

Info

Publication number
GB2301357A
GB2301357A GB9616474A GB9616474A GB2301357A GB 2301357 A GB2301357 A GB 2301357A GB 9616474 A GB9616474 A GB 9616474A GB 9616474 A GB9616474 A GB 9616474A GB 2301357 A GB2301357 A GB 2301357A
Authority
GB
United Kingdom
Prior art keywords
optionally substituted
aryl
alkyl
heteroaryl
substituents
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
GB9616474A
Other versions
GB2301357B (en
GB9616474D0 (en
Inventor
Roger Crossley
Albert Opalko
Barry John Langham
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
John Wyeth and Brother Ltd
Original Assignee
John Wyeth and Brother Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from GB9402561A external-priority patent/GB9402561D0/en
Priority claimed from GBGB9425346.5A external-priority patent/GB9425346D0/en
Application filed by John Wyeth and Brother Ltd filed Critical John Wyeth and Brother Ltd
Publication of GB9616474D0 publication Critical patent/GB9616474D0/en
Publication of GB2301357A publication Critical patent/GB2301357A/en
Application granted granted Critical
Publication of GB2301357B publication Critical patent/GB2301357B/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/20—Oxygen atoms
    • C07D215/22—Oxygen atoms attached in position 2 or 4
    • C07D215/227—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 2
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P23/00—Anaesthetics
    • A61P23/02—Local anaesthetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/22—Anxiolytics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/74—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with rings other than six-membered aromatic rings being part of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/46—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino or carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Abstract

This invention concerns a compound of generic formula (I) or a pharmaceutically acceptable salt thereof, where the dotted lines represent optional bonds, R 3 is an optionally substituted C 6 -C 10 aryl or heteroaryl group; said aryl or heteroaryl radicals being optionally substituted by one or more substituents the same or different, R 4 represents hydrogen, or a group of formula -CR a R b R c where R a , R b and R c are independently selected from hydrogen, C 1 -C 6 alkyl, optionally substituted C 6 -C 10 aryl, optionally substituted heteroaryl, C 1 -C 6 alkyl substituted by optionally substituted C 6 -C 10 aryl or heteroaryl; R' represents one or more optional substituents the same or different, selected from one or more of the following: halogen, C 1 -C 6 alkyl, C 2 -C 7 alkoxycarbonyl, C 1 -C 6 hydroxyalkyl, CN, aminocarbonyl, C 2 -C 7 alkanoyloxy(C 1 -C 6 )alkyl, carboxy, C 2 -C 7 alkanoxylamino, optionally substituted C 6 -C 10 or heteroaryl or an optionally substituted (C 6 -C 10 aryl)alkyl or a heteroaryl alkyl radical; said heteroaryl group containing 5 to 10 ring atoms of which one or more (e.g up to 3) of said atoms are heteroatoms selected from oxygen, nitrogen and sulphur, the same or different; said aryl or heteroaryl radicals being optionally substituted by one or more substituents the same or different, and R" represents one or more optional mono- or di-valent substituents in the 5, 7 or 8 positions the same or different: monovalent substituents being selected from the following: C 1 -C 6 alkyl, C 2 -C 7 alkanoyloxy, hydroxy, amino, C 2 -C 7 alkanoylamino, C 1 -C 6 alkylamino, C 1 -C 6 hydroxyalkyl, R" can also represent hydroxy in the 6 position (when the optional bond is absent); the di-valent substituents being selected from oxo (i.e. =O) and methylene (i.e. =CH 2 ); which compounds have pharmaceutical uses conferred by their ability to block voltage gated potassium channels.
GB9616474A 1994-02-10 1995-02-10 6-aryl-(methyl-or methylidine)-quinol-2-one derivatives as voltage Expired - Fee Related GB2301357B (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB9402561A GB9402561D0 (en) 1994-02-10 1994-02-10 Nitrogen heterocycles
GBGB9425346.5A GB9425346D0 (en) 1994-12-15 1994-12-15 Nitrogen hetrerocycles
PCT/GB1995/000278 WO1995021824A1 (en) 1994-02-10 1995-02-10 6-aryl-(methyl- or methylidene)-quinol-2-one derivatives as voltage gated potassium channel blockers

Publications (3)

Publication Number Publication Date
GB9616474D0 GB9616474D0 (en) 1996-09-25
GB2301357A true GB2301357A (en) 1996-12-04
GB2301357B GB2301357B (en) 1998-07-15

Family

ID=26304306

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9616474A Expired - Fee Related GB2301357B (en) 1994-02-10 1995-02-10 6-aryl-(methyl-or methylidine)-quinol-2-one derivatives as voltage

Country Status (5)

Country Link
US (1) US5681839A (en)
AU (1) AU1586795A (en)
GB (1) GB2301357B (en)
IL (1) IL112566A (en)
WO (1) WO1995021824A1 (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0790237B1 (en) * 1994-03-28 2002-09-18 Taiho Pharmaceutical Co., Ltd. Bicyclolactam compounds, use of the same and intermediate in the production of the same
US6159987A (en) 1994-03-28 2000-12-12 Taiho Pharmaceuticals, Co. Bicyclolactam compounds, use thereof and intermediates for preparing thereof
US6004975A (en) * 1994-03-28 1999-12-21 Taiho Pharmaceutical Company Limited Bicyclolactam compounds, use thereof and intermediates for preparing thereof
US6369076B1 (en) * 1999-10-29 2002-04-09 Merck & Co. Inc. 5-benzyl-octahydroindole and 6-benzyl-decahydroquinoline NMDA/NR2B antagonists
GB201105659D0 (en) 2011-04-01 2011-05-18 Xention Ltd Compounds

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1432378A (en) * 1972-10-21 1976-04-14 Wyeth John & Brother Ltd Fused carbocyclic ring derivatives of pyridine
GB1463666A (en) * 1973-12-17 1977-02-02 Wyeth John & Brother Ltd Process for preparing fused carbocyclic ring derivatives of pyridine
US3994900A (en) * 1976-01-23 1976-11-30 E. R. Squibb & Sons, Inc. 6-(Or 8)-[[(substituted amino)alkyl]oxy(or thio)]-3,4-dihydro-4-phenyl-2(1H)-quinolinones
JPS5527158A (en) * 1978-08-16 1980-02-27 Otsuka Pharmaceut Co Ltd 5-oxo-3,4,5,6,7,8-hexahydrocarbostyril derivative
JPS5583750A (en) * 1978-12-21 1980-06-24 Otsuka Pharmaceut Co Ltd 5-oxo-3,4,5,6,7,8-hexahydrocarbostyril derivative
US4576949A (en) * 1984-05-07 1986-03-18 The Upjohn Company Use of 5,6,7,8-tetrahydroquinolines and 5,6-dihydropyrindines as leukotriene and lipoxygenase inhibitors and the novel 3-substituted compounds therein
US4921862A (en) * 1986-05-29 1990-05-01 Syntex (U.S.A.) Inc. Carbostyril derivatives as combined thromboxane synthetase and cyclic-amp phosphodiesterase inhibitors
US4792561A (en) * 1986-05-29 1988-12-20 Syntex (U.S.A.) Inc. Carbostyril derivatives as combined thromboxane synthetase and cyclic-AMP phosphodiesterase inhibitors
US5110815A (en) * 1990-12-03 1992-05-05 Hoechst-Roussel Pharmaceuticals Inc. 5-amino-5,6,7,8-tetrahydroquinolines and related compounds and pharmaceutical use

Also Published As

Publication number Publication date
US5681839A (en) 1997-10-28
AU1586795A (en) 1995-08-29
GB2301357B (en) 1998-07-15
IL112566A0 (en) 1995-05-26
IL112566A (en) 2000-10-31
WO1995021824A1 (en) 1995-08-17
GB9616474D0 (en) 1996-09-25

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee

Effective date: 20050210